化工社化工社 化学情報印刷レポート · 研究参考用
Dimethylformamide → 4-Methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| 反応物 | 3-methoxy-N-(1-methyl-1-phenylethyl)benzamide | HCID 47444752 | — |
| 反応物 | HCID 178444656 | HCID 178444656 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-Methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68488636 | 66% |
| 生成物 | 6-Methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68490789 | 17% |
反応手順
In a similar manner to Step 2 of Example 16, 3-methoxy-N-(1-methyl-1-phenylethyl)benzamide (6.00 g, 22.3 mmol) was dissolved in THF (240 mL), and the solution was treated with TMEDA (10.8 mL, 71.3 mmol), sec-butyllithium-hexane solution (0.99 mol/L, 72.0 mL, 71.3 mmol) and DMF (3.80 mL, 49.0 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=2/1, 1/1) to obtain 4-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (4.36 g, yield 66%) and 6-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (1.12 g, yield 17%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745641B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-8cd850c47c0343f19ddfb866a180154c |
| 出典メモ | uspto-grants-2010_06 |